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HANS HAGENBACH, OF BASEL, SWITZERL, ASSIGZN'OR TO 3'. R. GEIGY S. A.. OF

4 BASEL, SWITZERLAND.

PI-ITHALEIN DYE AND PROCESS MAKING THE SAME.

No Drawing.

naphtoyl-o-benzoic acid or their derivativesin equimolecular proportions with pyrogallol. The condensation is carried out by means of sulfuric acid of '7585 per cent. I150, at 80--90 C. or by means of zinc (-hlorid at about 160 As derivatives of the l-oxy-2-naphthoyl-o-henzoie acid may be einploved the bodies of the general formula:

1 coon Cul q 2 -co- 2 ommm-on -0- in which X represents sO I-I, halogen, NH The dyestuffs therefore have'a composition corresponding to the general formula:

X meaning II, SO .,H, halogen, NH They are in the shape of their sodium salts dark powders dissolving in water with a violet to blue shade, which by the addition of soda turn to a greenish-blue and to a green with caustic soda-lye. In concentrated sulfuric acid these powders give a dark red. solution. The dyestuii's produce on Wool and cotton inordanted with aluminum salts green to dark blue shades; on wool and cotton mordanted with chromium saltyellowish green to blue-green shades of excellent fastness.

The following example serves to illustrate my invention, the parts being by weight 3O Specificationof Letters Patent.

Application filed November 17, 1915.

Patented Aug. f5, 1916.

Serial No. 61,902.

of 75 5 per cent. H SO The temperature is then raised slowly to 80 C. and main-- tained at that point while stirring for half an hour. The clear red solution is now poured into cold water and then the dyestuff separates as a dark red crystalline precipitate which is filtered and washed. In order to produce the sodium salt, the said filtered settlement is put into 500 parts of water and soda-lye is added until a red violet solution results. The dyestuii' is now precipitated by adding common salt, filtered off. pressed and dried. In the shape of its sodium salt the dyestutf is. a brilliant violet powder readily soluble in water with a redviolet color. By adding soda-lye in an excess to this solution a blue-green color is produced which turns green with caustic soda-lye. By adding acids to these solutions the free dyestufl' acid is precipitated which when dried is a blue-red powder insoluble in water. slightly red-violet. ool mordanted with aluminum salts is dyed in navy-blue, mordanted with chromium salts in blue-green shades of very good fast-ness to light, to fulling and to potting. Similar shades are obtained by means of corresponding mordants in cotton printing.In this example the 200 parts of sulfuric acid can be substituted by 40 parts of zincchlorid at about 160 (3., which after the condensation must be removed by washing with water acidulated with hydrochloric acid.

'In place of 1-0xy-2-naphthoyl-o-benzoic acid I may use their derivatives substituted in -position of the naphthalene nucleus by S0,,H, halogen N11,. The 4-sulfo-, 4-chlorin, 4 bromin-l-oXy-2 naphthoyl-0- benzoic acids produce similar dyestuffs as described hereinbefore. The 4-amino-1-oxy- Q-naphthoyl-o benzoic acid gives a dyestufi' which from an acid bath dyes wool blue shades, wool and cotton mordanted with aluminum salts or chromium salts pure green shades.

Now What I claim is:

1. The process of manufacturing phtha- It dyes wool in an acid bath lein mordant dyestuifs consisting in condensingl-ox -2-naphthoyl-o-benzoic acid of the general ormula:

1 coon H wherein X signifies hydrogen which may be replaced by a substitute 6. g. SO H, halogen, NH with pyrogallol in equimolecular proportions by means of a condensing 51 coon.

wherein X signifies hydrogen whichmay be replaced by asubstitute e. g. SO H halogen, NH which dyestuffs are in the shape of their sodium salts dark blue powders readily soluble in water with a violet to a blue color and whiclr turn to a blue-green by the addition of soda-lye, and by adding which dyestutf is in the sha e of its sodium salt a dark violet-blue pow er, readily soluble in water, giving a violet shade, in sodalye a blue green, in caustic soda-lye a green color; in concentrated sulfuric acid it dissolves to a red color, when adding water to this solution the free dyestuif acid precipitates as a dark red powder, dyeing wool and cotton mordanted with aluminum salts navy-blue shades, mordanted with chr0- mium salts bluish-green shades of very good fastness to light, to fulling and to potting.

Signed at Basel in Switzerland this 30th day of October, A. D. 1915.

DR. HANS IIAGENBACH. Witnesses:

CH. BURGET, ARNOLD ZUBEIL,

Copies of this patent may be obtained for five cents each, by addressing the Commissioner of Patents. Washington, D. O. 

